Cross-coupling reactions of alkenylsilanols with fluoroalkylsulfonates

Scott E. Denmark; Ramzi F. Sweis

doi:10.1021/ol026900x

Cross-coupling reactions of alkenylsilanols with fluoroalkylsulfonates

Scott E. Denmark, Ramzi F. Sweis

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

(graph presented) The design and development of an effective protocol for the palladium-catalyzed cross-coupling of (E)-and (Z)-heptenyldimethylsilanols with organo-triflates and nonaflates is described. Optimization of this coupling focused on the issues of both reactivity and stability of the psuedohalides in the presence of the nucleophilic fluoride promoter for the coupling. The crucial role of varying amounts of water to modulate the reactivity of the fluoride ion is highlighted.

Original language	English (US)
Pages (from-to)	3771-3774
Number of pages	4
Journal	Organic Letters
Volume	4
Issue number	21
DOIs	https://doi.org/10.1021/ol026900x
State	Published - Oct 17 2002

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol026900x

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abstract = "(graph presented) The design and development of an effective protocol for the palladium-catalyzed cross-coupling of (E)-and (Z)-heptenyldimethylsilanols with organo-triflates and nonaflates is described. Optimization of this coupling focused on the issues of both reactivity and stability of the psuedohalides in the presence of the nucleophilic fluoride promoter for the coupling. The crucial role of varying amounts of water to modulate the reactivity of the fluoride ion is highlighted.",

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AU - Sweis, Ramzi F.

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AB - (graph presented) The design and development of an effective protocol for the palladium-catalyzed cross-coupling of (E)-and (Z)-heptenyldimethylsilanols with organo-triflates and nonaflates is described. Optimization of this coupling focused on the issues of both reactivity and stability of the psuedohalides in the presence of the nucleophilic fluoride promoter for the coupling. The crucial role of varying amounts of water to modulate the reactivity of the fluoride ion is highlighted.

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Cross-coupling reactions of alkenylsilanols with fluoroalkylsulfonates

Abstract

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